Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. It is the anhydride of phthalic acid. Phthalic anhydride is a principal commercial form of phthalic acid. It was the first anhydride of a dicarboxylic acid to be used commercially. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year.[4]

Phthalic anhydride was first reported in 1836 by Auguste Laurent. More contemporary routes include catalytic oxidation of ortho-xylene and naphthalene ("Gibbs phthalic anhydride process"), although use of naphthalene has declined. Starting from o-xylene, the oxidation follows the following stoichiometry:

C6H4(CH3)2 + 3 O2 → C6H4(CO)2O + 3 H2O

The reaction proceeds with about 70% selectivity. About 10% of maleic anhydride is also produced:

C6H4(CH3)2 + 7.5 O2 → C4H2O3 +4 H2O + 4 CO2

The reaction is catalyzed by a vanadium pentoxide (V2O5) between 320 - 400 °C. The phthalic anhydride is separated from byproducts by a series of "switch condensers". Phthalic anhydride and maleic anhydride are recovered by distillation. Phthalic anhydride can also be prepared from phthalic acid:[4]

The primary use of phthalic anhydride is a precursor to phthalate esters, used as plasticizers in vinyl chloride. Phthalate esters are derived from phthalic anhydride by the alcoholysis reaction.[4] In the 1980s, approximately 6.5×109 kg of these esters were produced annually, and the scale of production was increasing each year, all from phthalic anhydride. The process begins with the reaction of phthalic anhydride with alcohols, giving the monoesters:

C6H4(CO)2O + ROH → C6H4(CO2H)CO2R

The second esterification is more difficult and requires removal of water:

Phthalic anhydride is widely used in industry for the production of certain dyes. A well-known application of this reactivity is the preparation of the anthroquinone dye quinizarin by reaction with para-chlorophenol followed by hydrolysis of the chloride.[5]Phenolphthalein can be synthesized by the condensation of phthalic anhydride with two equivalents of phenol under acidic conditions (hence the name). It was discovered in 1871 by Adolf von Baeyer.[6][7][8]

Chiral alcohols form half-esters (see above), and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine.[13] A related ring-opening reaction involves peroxides to give the useful peroxy acid:[14]Phthalimide can be prepared by heating phthalic anhydride with aqueous ammonia giving 95–97% yield. Alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. It can also be produced by ammoxidation of o-xylene.[15]Potassium phthalimide is commercially available and is the potassium salt of phthalimide. It may be prepared by adding a hot solution of phthalimide to a solution of potassium hydroxide; the desired product precipitates.[16]

Phthalic anhydride is a precursor to a variety of reagents useful in organic synthesis. Important derivatives include phthalimide and its many derivatives.

The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. Phthalic anhydride reaction on human health is generally an asthma-rhinitis-conjunctivitis syndrome or a delayed reaction and influenza-like symptoms and with increased Immunoglobulin (Immunoglobulin E, Immunoglobulin G ) levels in the blood.

1.
ChEMBL
–
ChEMBL or ChEMBLdb is a manually curated chemical database of bioactive molecules with drug-like properties. It is maintained by the European Bioinformatics Institute, of the European Molecular Biology Laboratory, based at the Wellcome Trust Genome Campus, Hinxton, the database, originally known as StARlite, was developed by a biotechnology company called Inpharmatica Ltd. later acquired by Galapagos NV. The data was acquired for EMBL in 2008 with an award from The Wellcome Trust, resulting in the creation of the ChEMBL chemogenomics group at EMBL-EBI, the ChEMBL database contains compound bioactivity data against drug targets. Bioactivity is reported in Ki, Kd, IC50, and EC50, data can be filtered and analyzed to develop compound screening libraries for lead identification during drug discovery. ChEMBL version 2 was launched in January 2010, including 2.4 million bioassay measurements covering 622,824 compounds and this was obtained from curating over 34,000 publications across twelve medicinal chemistry journals. ChEMBLs coverage of available bioactivity data has grown to become the most comprehensive ever seen in a public database, in October 2010 ChEMBL version 8 was launched, with over 2.97 million bioassay measurements covering 636,269 compounds. ChEMBL_10 saw the addition of the PubChem confirmatory assays, in order to integrate data that is comparable to the type, ChEMBLdb can be accessed via a web interface or downloaded by File Transfer Protocol. It is formatted in a manner amenable to computerized data mining, ChEMBL is also integrated into other large-scale chemistry resources, including PubChem and the ChemSpider system of the Royal Society of Chemistry. In addition to the database, the ChEMBL group have developed tools and these include Kinase SARfari, an integrated chemogenomics workbench focussed on kinases. The system incorporates and links sequence, structure, compounds and screening data, the primary purpose of ChEMBL-NTD is to provide a freely accessible and permanent archive and distribution centre for deposited data. July 2012 saw the release of a new data service, sponsored by the Medicines for Malaria Venture. The data in this service includes compounds from the Malaria Box screening set, myChEMBL, the ChEMBL virtual machine, was released in October 2013 to allow users to access a complete and free, easy-to-install cheminformatics infrastructure. In December 2013, the operations of the SureChem patent informatics database were transferred to EMBL-EBI, in a portmanteau, SureChem was renamed SureChEMBL. 2014 saw the introduction of the new resource ADME SARfari - a tool for predicting and comparing cross-species ADME targets

2.
ChemSpider
–
ChemSpider is a database of chemicals. ChemSpider is owned by the Royal Society of Chemistry, the database contains information on more than 50 million molecules from over 500 data sources including, Each chemical is given a unique identifier, which forms part of a corresponding URL. This is an approach to develop an online chemistry database. The search can be used to widen or restrict already found results, structure searching on mobile devices can be done using free apps for iOS and for the Android. The ChemSpider database has been used in combination with text mining as the basis of document markup. The result is a system between chemistry documents and information look-up via ChemSpider into over 150 data sources. ChemSpider was acquired by the Royal Society of Chemistry in May,2009, prior to the acquisition by RSC, ChemSpider was controlled by a private corporation, ChemZoo Inc. The system was first launched in March 2007 in a release form. ChemSpider has expanded the generic support of a database to include support of the Wikipedia chemical structure collection via their WiChempedia implementation. A number of services are available online. SyntheticPages is an interactive database of synthetic chemistry procedures operated by the Royal Society of Chemistry. Users submit synthetic procedures which they have conducted themselves for publication on the site and these procedures may be original works, but they are more often based on literature reactions. Citations to the published procedure are made where appropriate. They are checked by an editor before posting. The pages do not undergo formal peer-review like a journal article. The comments are moderated by scientific editors. The intention is to collect practical experience of how to conduct useful chemical synthesis in the lab, while experimental methods published in an ordinary academic journal are listed formally and concisely, the procedures in ChemSpider SyntheticPages are given with more practical detail. Comments by submitters are included as well, other publications with comparable amounts of detail include Organic Syntheses and Inorganic Syntheses

3.
International Chemical Identifier
–
Initially developed by IUPAC and NIST from 2000 to 2005, the format and algorithms are non-proprietary. The continuing development of the standard has supported since 2010 by the not-for-profit InChI Trust. The current version is 1.04 and was released in September 2011, prior to 1.04, the software was freely available under the open source LGPL license, but it now uses a custom license called IUPAC-InChI Trust License. Not all layers have to be provided, for instance, the layer can be omitted if that type of information is not relevant to the particular application. InChIs can thus be seen as akin to a general and extremely formalized version of IUPAC names and they can express more information than the simpler SMILES notation and differ in that every structure has a unique InChI string, which is important in database applications. Information about the 3-dimensional coordinates of atoms is not represented in InChI, the InChI algorithm converts input structural information into a unique InChI identifier in a three-step process, normalization, canonicalization, and serialization. The InChIKey, sometimes referred to as a hashed InChI, is a fixed length condensed digital representation of the InChI that is not human-understandable. The InChIKey specification was released in September 2007 in order to facilitate web searches for chemical compounds and it should be noted that, unlike the InChI, the InChIKey is not unique, though collisions can be calculated to be very rare, they happen. In January 2009 the final 1.02 version of the InChI software was released and this provided a means to generate so called standard InChI, which does not allow for user selectable options in dealing with the stereochemistry and tautomeric layers of the InChI string. The standard InChIKey is then the hashed version of the standard InChI string, the standard InChI will simplify comparison of InChI strings and keys generated by different groups, and subsequently accessed via diverse sources such as databases and web resources. Every InChI starts with the string InChI= followed by the version number and this is followed by the letter S for standard InChIs. The remaining information is structured as a sequence of layers and sub-layers, the layers and sub-layers are separated by the delimiter / and start with a characteristic prefix letter. The six layers with important sublayers are, Main layer Chemical formula and this is the only sublayer that must occur in every InChI. The atoms in the formula are numbered in sequence, this sublayer describes which atoms are connected by bonds to which other ones. Describes how many hydrogen atoms are connected to each of the other atoms, the condensed,27 character standard InChIKey is a hashed version of the full standard InChI, designed to allow for easy web searches of chemical compounds. Most chemical structures on the Web up to 2007 have been represented as GIF files, the full InChI turned out to be too lengthy for easy searching, and therefore the InChIKey was developed. With all databases currently having below 50 million structures, such duplication appears unlikely at present, a recent study more extensively studies the collision rate finding that the experimental collision rate is in agreement with the theoretical expectations. Example, Morphine has the structure shown on the right, as the InChI cannot be reconstructed from the InChIKey, an InChIKey always needs to be linked to the original InChI to get back to the original structure

4.
Simplified molecular-input line-entry system
–
The simplified molecular-input line-entry system is a specification in form of a line notation for describing the structure of chemical species using short ASCII strings. SMILES strings can be imported by most molecule editors for conversion back into two-dimensional drawings or three-dimensional models of the molecules, the original SMILES specification was initiated in the 1980s. It has since modified and extended. In 2007, a standard called OpenSMILES was developed in the open-source chemistry community. Other linear notations include the Wiswesser Line Notation, ROSDAL and SLN, the original SMILES specification was initiated by David Weininger at the USEPA Mid-Continent Ecology Division Laboratory in Duluth in the 1980s. The Environmental Protection Agency funded the project to develop SMILES. It has since modified and extended by others, most notably by Daylight Chemical Information Systems. In 2007, a standard called OpenSMILES was developed by the Blue Obelisk open-source chemistry community. Other linear notations include the Wiswesser Line Notation, ROSDAL and SLN, in July 2006, the IUPAC introduced the InChI as a standard for formula representation. SMILES is generally considered to have the advantage of being slightly more human-readable than InChI, the term SMILES refers to a line notation for encoding molecular structures and specific instances should strictly be called SMILES strings. However, the term SMILES is also used to refer to both a single SMILES string and a number of SMILES strings, the exact meaning is usually apparent from the context. The terms canonical and isomeric can lead to confusion when applied to SMILES. The terms describe different attributes of SMILES strings and are not mutually exclusive, typically, a number of equally valid SMILES strings can be written for a molecule. For example, CCO, OCC and CC all specify the structure of ethanol, algorithms have been developed to generate the same SMILES string for a given molecule, of the many possible strings, these algorithms choose only one of them. This SMILES is unique for each structure, although dependent on the algorithm used to generate it. These algorithms first convert the SMILES to a representation of the molecular structure. A common application of canonical SMILES is indexing and ensuring uniqueness of molecules in a database, there is currently no systematic comparison across commercial software to test if such flaws exist in those packages. SMILES notation allows the specification of configuration at tetrahedral centers, and these are structural features that cannot be specified by connectivity alone and SMILES which encode this information are termed isomeric SMILES

5.
Chemical formula
–
These are limited to a single typographic line of symbols, which may include subscripts and superscripts. A chemical formula is not a name, and it contains no words. Although a chemical formula may imply certain simple chemical structures, it is not the same as a full chemical structural formula. Chemical formulas can fully specify the structure of only the simplest of molecules and chemical substances, the simplest types of chemical formulas are called empirical formulas, which use letters and numbers indicating the numerical proportions of atoms of each type. Molecular formulas indicate the numbers of each type of atom in a molecule. For example, the formula for glucose is CH2O, while its molecular formula is C6H12O6. This is possible if the relevant bonding is easy to show in one dimension, an example is the condensed molecular/chemical formula for ethanol, which is CH3-CH2-OH or CH3CH2OH. For reasons of structural complexity, there is no condensed chemical formula that specifies glucose, chemical formulas may be used in chemical equations to describe chemical reactions and other chemical transformations, such as the dissolving of ionic compounds into solution. A chemical formula identifies each constituent element by its chemical symbol, in empirical formulas, these proportions begin with a key element and then assign numbers of atoms of the other elements in the compound, as ratios to the key element. For molecular compounds, these numbers can all be expressed as whole numbers. For example, the formula of ethanol may be written C2H6O because the molecules of ethanol all contain two carbon atoms, six hydrogen atoms, and one oxygen atom. Some types of compounds, however, cannot be written with entirely whole-number empirical formulas. An example is boron carbide, whose formula of CBn is a variable non-whole number ratio with n ranging from over 4 to more than 6.5. When the chemical compound of the consists of simple molecules. These types of formulas are known as molecular formulas and condensed formulas. A molecular formula enumerates the number of atoms to reflect those in the molecule, so that the formula for glucose is C6H12O6 rather than the glucose empirical formula. However, except for very simple substances, molecular chemical formulas lack needed structural information, for simple molecules, a condensed formula is a type of chemical formula that may fully imply a correct structural formula. For example, ethanol may be represented by the chemical formula CH3CH2OH

6.
Odor
–
An odor or odour or fragrance is caused by one or more volatilized chemical compounds, generally at a very low concentration, that humans or other animals perceive by the sense of olfaction. Odors are also commonly called scents, which can refer to both pleasant and unpleasant odors, the terms fragrance and aroma are used primarily by the food and cosmetic industry to describe a pleasant odor, and are sometimes used to refer to perfumes, and to describe floral scent. In contrast, malodor, stench, reek, and stink are used specifically to describe unpleasant odor, the term smell is used for both pleasant and unpleasant odors. In the United Kingdom, odour refers to scents in general, the sense of smell gives rise to the perception of odors, mediated by the olfactory nerve. The olfactory receptor cells are present in the olfactory epithelium. There are millions of olfactory receptor neurons that act as sensory signaling cells, each neuron has cilia in direct contact with air. The olfactory nerve is considered the smell mediator, the axon connects the brain to the external air, odorous molecules act as a chemical stimulus. Molecules bind to receptor proteins extended from cilia, initiating an electric signal, thus, by using a chemical that binds to copper in the mouse nose, so that copper wasn’t available to the receptors, the authors showed that the mice couldnt detect the thiols. However, these also found that MOR244-3 lacks the specific metal ion binding site suggested by Suslick. When the signal reaches a threshold, the fires, sending a signal traveling along the axon to the olfactory bulb. Interpretation of the begins, relating the smell to past experiences. The olfactory bulb acts as a station connecting the nose to the olfactory cortex in the brain. Olfactory information is processed and projected through a pathway to the central nervous system. Odor sensation usually depends on the concentration available to the olfactory receptors, the olfactory system does not interpret a single compound, but instead the whole odorous mix, not necessarily corresponding to concentration or intensity of any single constituent. The widest range of odors consists of compounds, although some simple compounds not containing carbon, such as hydrogen sulfide. The perception of an effect is a two-step process. First, there is the part, the detection of stimuli by receptors in the nose. The stimuli are processed by the region of the brain which is responsible for olfaction

7.
Density
–
The density, or more precisely, the volumetric mass density, of a substance is its mass per unit volume. The symbol most often used for density is ρ, although the Latin letter D can also be used. Mathematically, density is defined as mass divided by volume, ρ = m V, where ρ is the density, m is the mass, and V is the volume. In some cases, density is defined as its weight per unit volume. For a pure substance the density has the numerical value as its mass concentration. Different materials usually have different densities, and density may be relevant to buoyancy, purity, osmium and iridium are the densest known elements at standard conditions for temperature and pressure but certain chemical compounds may be denser. Thus a relative density less than one means that the floats in water. The density of a material varies with temperature and pressure and this variation is typically small for solids and liquids but much greater for gases. Increasing the pressure on an object decreases the volume of the object, increasing the temperature of a substance decreases its density by increasing its volume. In most materials, heating the bottom of a results in convection of the heat from the bottom to the top. This causes it to rise relative to more dense unheated material, the reciprocal of the density of a substance is occasionally called its specific volume, a term sometimes used in thermodynamics. Density is a property in that increasing the amount of a substance does not increase its density. Archimedes knew that the irregularly shaped wreath could be crushed into a cube whose volume could be calculated easily and compared with the mass, upon this discovery, he leapt from his bath and ran naked through the streets shouting, Eureka. As a result, the term eureka entered common parlance and is used today to indicate a moment of enlightenment, the story first appeared in written form in Vitruvius books of architecture, two centuries after it supposedly took place. Some scholars have doubted the accuracy of this tale, saying among other things that the method would have required precise measurements that would have been difficult to make at the time, from the equation for density, mass density has units of mass divided by volume. As there are units of mass and volume covering many different magnitudes there are a large number of units for mass density in use. The SI unit of kilogram per metre and the cgs unit of gram per cubic centimetre are probably the most commonly used units for density.1,000 kg/m3 equals 1 g/cm3. In industry, other larger or smaller units of mass and or volume are often more practical, see below for a list of some of the most common units of density

8.
Melting point
–
The melting point of a solid is the temperature at which it changes state from solid to liquid at atmospheric pressure. At the melting point the solid and liquid phase exist in equilibrium, the melting point of a substance depends on pressure and is usually specified at standard pressure. When considered as the temperature of the change from liquid to solid. Because of the ability of some substances to supercool, the point is not considered as a characteristic property of a substance. For most substances, melting and freezing points are approximately equal, for example, the melting point and freezing point of mercury is 234.32 kelvins. However, certain substances possess differing solid-liquid transition temperatures, for example, agar melts at 85 °C and solidifies from 31 °C to 40 °C, such direction dependence is known as hysteresis. The melting point of ice at 1 atmosphere of pressure is close to 0 °C. In the presence of nucleating substances the freezing point of water is the same as the melting point, the chemical element with the highest melting point is tungsten, at 3687 K, this property makes tungsten excellent for use as filaments in light bulbs. Many laboratory techniques exist for the determination of melting points, a Kofler bench is a metal strip with a temperature gradient. Any substance can be placed on a section of the strip revealing its thermal behaviour at the temperature at that point, differential scanning calorimetry gives information on melting point together with its enthalpy of fusion. A basic melting point apparatus for the analysis of crystalline solids consists of an oil bath with a transparent window, the several grains of a solid are placed in a thin glass tube and partially immersed in the oil bath. The oil bath is heated and with the aid of the melting of the individual crystals at a certain temperature can be observed. In large/small devices, the sample is placed in a heating block, the measurement can also be made continuously with an operating process. For instance, oil refineries measure the point of diesel fuel online, meaning that the sample is taken from the process. This allows for more frequent measurements as the sample does not have to be manually collected, for refractory materials the extremely high melting point may be determined by heating the material in a black body furnace and measuring the black-body temperature with an optical pyrometer. For the highest melting materials, this may require extrapolation by several hundred degrees, the spectral radiance from an incandescent body is known to be a function of its temperature. An optical pyrometer matches the radiance of a body under study to the radiance of a source that has been previously calibrated as a function of temperature, in this way, the measurement of the absolute magnitude of the intensity of radiation is unnecessary. However, known temperatures must be used to determine the calibration of the pyrometer, for temperatures above the calibration range of the source, an extrapolation technique must be employed

9.
Boiling point
–
The boiling point of a substance is the temperature at which the vapor pressure of the liquid equals the pressure surrounding the liquid and the liquid changes into a vapor. The boiling point of a liquid varies depending upon the environmental pressure. A liquid in a vacuum has a lower boiling point than when that liquid is at atmospheric pressure. A liquid at high pressure has a boiling point than when that liquid is at atmospheric pressure. For a given pressure, different liquids boil at different temperatures, for example, water boils at 100 °C at sea level, but at 93.4 °C at 2,000 metres altitude. The normal boiling point of a liquid is the case in which the vapor pressure of the liquid equals the defined atmospheric pressure at sea level,1 atmosphere. At that temperature, the pressure of the liquid becomes sufficient to overcome atmospheric pressure. The standard boiling point has been defined by IUPAC since 1982 as the temperature at which boiling occurs under a pressure of 1 bar, the heat of vaporization is the energy required to transform a given quantity of a substance from a liquid into a gas at a given pressure. Liquids may change to a vapor at temperatures below their boiling points through the process of evaporation, evaporation is a surface phenomenon in which molecules located near the liquids edge, not contained by enough liquid pressure on that side, escape into the surroundings as vapor. On the other hand, boiling is a process in which molecules anywhere in the liquid escape, a saturated liquid contains as much thermal energy as it can without boiling. The saturation temperature is the temperature for a corresponding saturation pressure at which a liquid boils into its vapor phase, the liquid can be said to be saturated with thermal energy. Any addition of energy results in a phase transition. If the pressure in a system remains constant, a vapor at saturation temperature will begin to condense into its liquid phase as thermal energy is removed, similarly, a liquid at saturation temperature and pressure will boil into its vapor phase as additional thermal energy is applied. The boiling point corresponds to the temperature at which the pressure of the liquid equals the surrounding environmental pressure. Thus, the point is dependent on the pressure. Boiling points may be published with respect to the NIST, USA standard pressure of 101.325 kPa, at higher elevations, where the atmospheric pressure is much lower, the boiling point is also lower. The boiling point increases with increased pressure up to the critical point, the boiling point cannot be increased beyond the critical point. Likewise, the point decreases with decreasing pressure until the triple point is reached

10.
Aqueous solution
–
An aqueous solution is a solution in which the solvent is water. It is usually shown in chemical equations by appending to the relevant chemical formula, for example, a solution of table salt, or sodium chloride, in water would be represented as Na+ + Cl−. The word aqueous means pertaining to, related to, similar to, as water is an excellent solvent and is also naturally abundant, it is a ubiquitous solvent in chemistry. Substances that are hydrophobic often do not dissolve well in water, an example of a hydrophilic substance is sodium chloride. Acids and bases are aqueous solutions, as part of their Arrhenius definitions, the ability of a substance to dissolve in water is determined by whether the substance can match or exceed the strong attractive forces that water molecules generate between themselves. If the substance lacks the ability to dissolve in water the molecules form a precipitate, reactions in aqueous solutions are usually metathesis reactions. Metathesis reactions are another term for double-displacement, that is, when a cation displaces to form a bond with the other anion. The cation bonded with the latter anion will dissociate and bond with the other anion, aqueous solutions that conduct electric current efficiently contain strong electrolytes, while ones that conduct poorly are considered to have weak electrolytes. Those strong electrolytes are substances that are ionized in water. Nonelectrolytes are substances that dissolve in water yet maintain their molecular integrity, examples include sugar, urea, glycerol, and methylsulfonylmethane. When writing the equations of reactions, it is essential to determine the precipitate. To determine the precipitate, one must consult a chart of solubility, soluble compounds are aqueous, while insoluble compounds are the precipitate. Remember that there may not always be a precipitate, when performing calculations regarding the reacting of one or more aqueous solutions, in general one must know the concentration, or molarity, of the aqueous solutions. Solution concentration is given in terms of the form of the prior to it dissolving. Metal ions in aqueous solution Solubility Dissociation Acid-base reaction theories Properties of water Zumdahl S.1997, 4th ed. Boston, Houghton Mifflin Company

11.
Vapor pressure
–
Vapor pressure or equilibrium vapor pressure is defined as the pressure exerted by a vapor in thermodynamic equilibrium with its condensed phases at a given temperature in a closed system. The equilibrium vapor pressure is an indication of a liquids evaporation rate and it relates to the tendency of particles to escape from the liquid. A substance with a vapor pressure at normal temperatures is often referred to as volatile. The pressure exhibited by vapor present above a surface is known as vapor pressure. As the temperature of a liquid increases, the energy of its molecules also increases. As the kinetic energy of the molecules increases, the number of molecules transitioning into a vapor also increases, the vapor pressure of any substance increases non-linearly with temperature according to the Clausius–Clapeyron relation. The atmospheric pressure boiling point of a liquid is the temperature at which the pressure equals the ambient atmospheric pressure. With any incremental increase in temperature, the vapor pressure becomes sufficient to overcome atmospheric pressure. Bubble formation deeper in the liquid requires a pressure, and therefore higher temperature. More important at shallow depths, is the temperature required to start bubble formation. The surface tension of the wall lead to an overpressure in the very small initial bubbles. Thus, thermometer calibration should not rely on the temperature in boiling water, the vapor pressure that a single component in a mixture contributes to the total pressure in the system is called partial pressure. Vapor pressure is measured in the units of pressure. The International System of Units recognizes pressure as a unit with the dimension of force per area. One pascal is one newton per square meter, experimental measurement of vapor pressure is a simple procedure for common pressures between 1 and 200 kPa. Most accurate results are obtained near the point of substances. Better accuracy is achieved when care is taken to ensure that the entire substance and this is often done, as with the use of an isoteniscope, by submerging the containment area in a liquid bath. Very low vapor pressures of solids can be measured using the Knudsen effusion cell method, the Antoine equation is a mathematical expression of the relation between the vapor pressure and the temperature of pure liquid or solid substances

12.
Flash point
–
The flash point is the lowest temperature at which vapours of a volatile material will ignite, when given an ignition source. The flash point may sometimes be confused with the autoignition temperature, the fire point is the lowest temperature at which the vapor will keep burning after being ignited and the ignition source removed. The fire point is higher than the point, because at the flash point the vapor may be reliably expected to cease burning when the ignition source is removed. The flash point is a characteristic that is used to distinguish between flammable liquids, such as petrol, and combustible liquids, such as diesel. It is also used to characterize the fire hazards of liquids, all liquids have a specific vapor pressure, which is a function of that liquids temperature and is subject to Boyles Law. As temperature increases, vapor pressure increases, as vapor pressure increases, the concentration of vapor of a flammable or combustible liquid in the air increases. Hence, temperature determines the concentration of vapor of the liquid in the air. The flash point is the lowest temperature at which there will be enough flammable vapor to induce ignition when a source is applied. There are two types of flash point measurement, open cup and closed cup. In open cup devices, the sample is contained in a cup which is heated and, at intervals. The measured flash point will vary with the height of the flame above the liquid surface and, at sufficient height. The best-known example is the Cleveland open cup, in both these types, the cups are sealed with a lid through which the ignition source can be introduced. Closed cup testers normally give lower values for the point than open cup and are a better approximation to the temperature at which the vapour pressure reaches the lower flammable limit. The flash point is an empirical measurement rather than a physical parameter. The measured value will vary with equipment and test protocol variations, including temperature ramp rate, time allowed for the sample to equilibrate, sample volume, methods for determining the flash point of a liquid are specified in many standards. For example, testing by the Pensky-Martens closed cup method is detailed in ASTM D93, IP34, ISO2719, DIN51758, JIS K2265 and AFNOR M07-019. Determination of flash point by the Small Scale closed cup method is detailed in ASTM D3828 and D3278, EN ISO3679 and 3680, cEN/TR15138 Guide to Flash Point Testing and ISO TR29662 Guidance for Flash Point Testing cover the key aspects of flash point testing. Gasoline is a used in a spark-ignition engine

13.
IDLH
–
Examples include smoke or other poisonous gases at sufficiently high concentrations. It is calculated using the LD50 or LC50, IDLH values are often used to guide the selection of breathing apparatus that are made available to workers or firefighters in specific situations. The NIOSH definition does not include oxygen deficiency although atmosphere-supplying breathing apparatus is also required, examples include high altitudes and unventilated, confined spaces. It also uses the broader term impair, rather than prevent, for example, blinding but non-toxic smoke could be considered IDLH under the OSHA definition if it would impair the ability to escape a dangerous but not life-threatening atmosphere. The OSHA definition is part of a standard, which is the minimum legal requirement. If the concentration of substances is IDLH, the worker must use the most reliable respirators. Such respirators should not use cartridges or canister with the sorbent, in addition, the respirator must maintain positive pressure under the mask during inspiration, as this will prevent the leakage of unfiltered air through the gaps. The following examples are listed in reference to IDLH values, NIOSH IDLH site 1910.134 Respiratory protection definitions

14.
Phthalic acid
–
Phthalic acid is an aromatic dicarboxylic acid, with formula C6H42. It is an isomer of isophthalic acid and terephthalic acid, although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Phthalic acid is produced by the oxidation of naphthalene or ortho-xylene directly to phthalic anhydride. Phthalic acid was first obtained by French chemist Auguste Laurent in 1836 by oxidizing naphthalene tetrachloride, believing the resulting substance to be a naphthalene derivative, he named it naphthalic acid. After the Swiss chemist Jean Charles Galissard de Marignac determined its correct formula and it is a dibasic acid, with pKas of 2.89 and 5.51. The monopotassium salt, potassium hydrogen phthalate is an acid in analytical chemistry. Typically phthalate esters are prepared from the widely available phthalic anhydride, reduction of phthalic acid with sodium amalgam in the presence of water gives the 1, 3-cyclohexadiene derivative. Phthalic acid is one of three isomers of benzenedicarboxylic acid, the others being isophthalic acid and terephthalic acid, sometimes the term phthalic acids is used to refer to this family of isomers, but in the singular, phthalic acid, refers exclusively to the ortho- isomer. The toxicity of phthalic acid is low with LD50 of 550 mg/kg, however, many phthalate esters have been implicated as endocrine disruptors

15.
Phthalimide
–
Phthalimide is the organic compound with the formula C6H42NH. It is the derivative of phthalic anhydride. It is a white solid that is slightly soluble in water. It is used as a precursor to other compounds as a masked source of ammonia. Phthalimide can be prepared by heating phthalic anhydride with aqueous ammonia giving 95-97% yield, alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. It can also be produced by ammoxidation of ortho-xylene, Phthalimide is used as a precursor to anthranilic acid, a precursor to azo dyes and saccharin. Alkyl phthalimides are useful precursors to amines in chemical synthesis, especially in peptide synthesis where they are used to block both hydrogens and avoid racemization of the substrates, some examples of Phthalimide drugs include Thalidomide, Amphotalide, Taltrimide & Talmetoprim. It forms salts upon treatment with such as sodium hydroxide. The high acidity of the imido N-H is the result of the pair of flanking electrophilic carbonyl groups, kladnoite is a natural mineral analog of phthalimide. It is very rarely found among a few burning coal fire sites, Phthalimide has low acute toxicity with LD50 of greater than 5000 mg/kg

16.
Organic compound
–
An organic compound is virtually any chemical compound that contains carbon, although a consensus definition remains elusive and likely arbitrary. Organic compounds are rare terrestrially, but of importance because all known life is based on organic compounds. The most basic petrochemicals are considered the building blocks of organic chemistry, for historical reasons discussed below, a few types of carbon-containing compounds, such as carbides, carbonates, simple oxides of carbon, and cyanides are considered inorganic. The distinction between organic and inorganic compounds, while useful in organizing the vast subject of chemistry. Organic chemistry is the science concerned with all aspects of organic compounds, Organic synthesis is the methodology of their preparation. The word organic is historical, dating to the 1st century, for many centuries, Western alchemists believed in vitalism. This is the theory that certain compounds could be synthesized only from their classical elements—earth, water, air, vitalism taught that these organic compounds were fundamentally different from the inorganic compounds that could be obtained from the elements by chemical manipulation. Vitalism survived for a while even after the rise of modern atomic theory and it first came under question in 1824, when Friedrich Wöhler synthesized oxalic acid, a compound known to occur only in living organisms, from cyanogen. A more decisive experiment was Wöhlers 1828 synthesis of urea from the inorganic salts potassium cyanate, urea had long been considered an organic compound, as it was known to occur only in the urine of living organisms. Wöhlers experiments were followed by others, in which increasingly complex organic substances were produced from inorganic ones without the involvement of any living organism. Even though vitalism has been discredited, scientific nomenclature retains the distinction between organic and inorganic compounds, still, even the broadest definition requires excluding alloys that contain carbon, including steel. The C-H definition excludes compounds that are considered organic, neither urea nor oxalic acid is organic by this definition, yet they were two key compounds in the vitalism debate. The IUPAC Blue Book on organic nomenclature specifically mentions urea and oxalic acid, other compounds lacking C-H bonds but traditionally considered organic include benzenehexol, mesoxalic acid, and carbon tetrachloride. Mellitic acid, which contains no C-H bonds, is considered an organic substance in Martian soil. The C-H bond-only rule also leads to somewhat arbitrary divisions in sets of carbon-fluorine compounds, for example, CF4 would be considered by this rule to be inorganic, whereas CF3H would be organic. Organic compounds may be classified in a variety of ways, one major distinction is between natural and synthetic compounds. Another distinction, based on the size of organic compounds, distinguishes between small molecules and polymers, natural compounds refer to those that are produced by plants or animals. Many of these are extracted from natural sources because they would be more expensive to produce artificially

17.
Anhydride
–
An organic acid anhydride is an acid anhydride that is an organic compound. An acid anhydride is a compound that has two acyl groups bonded to the oxygen atom. A common type of acid anhydride is a carboxylic anhydride, where the parent acid is a carboxylic acid. Symmetrical acid anhydrides of this type are named by replacing the word acid in the name of the parent carboxylic acid by the word anhydride, thus, 2O is called acetic anhydride. Mixed acid anhydrides, such as acetic anhydride, are known. One or both groups of an acid anhydride may also be derived from another type of organic acid. One of the groups of an acid anhydride can be derived from an inorganic acid such as phosphoric acid. The mixed anhydride 1, 3-bisphosphoglycerate is an intermediate in the formation of ATP via glycolysis, is the mixed anhydride between 3-phosphoglyceric acid and phosphoric acid, acidic oxides are often classified as acid anhydrides. Acid anhydrides are prepared in industry by diverse means, Acetic anhydride is mainly produced by the carbonylation of methyl acetate. Maleic anhydride is produced by the oxidation of benzene or butane, laboratory routes emphasize the dehydration of the corresponding acids. In reactions with protic substrates, the reactions afford equal amounts of the acylated product, acid anhydrides tend to be less electrophilic than acyl chlorides, and only one acyl group is transferred per molecule of acid anhydride, which leads to a lower atom efficiency. The low cost, however, of acetic anhydride makes it a choice for acetylation reactions. Illustrative acid anhydrides Acetic anhydride is an industrial chemical widely used for preparing acetate esters. Maleic anhydride is the precursor to various resins by copolymerization with styrene, maleic anhydride is a dienophile in the Diels-Alder reaction. Dianhydrides, molecules containing two acid anhydride functions, are used to synthesize polyimides and sometimes polyesters and polyamides, polyanhydrides are a class of polymers characterized by anhydride bonds that connect repeat units of the polymer backbone chain. Natural organic acid anhydrides are rare, because of the reactivity of the functional group, examples include cantharidin from species of blister beetle, including the Spanish fly, Lytta vesicatoria, and tautomycin, from the bacterium Streptomyces spiroverticillatus. Sulfur can replace oxygen, either in the group or in the bridge. In the former case, the name of the group is enclosed in parentheses to avoid ambiguity in the name

18.
Plasticizer
–
Plasticizers or dispersants are additives that increase the plasticity or viscosity of a material. Over the last 60 years more than 30,000 different substances have been evaluated for their plasticizing properties, of these, only a small number – approximately 50 - are today in commercial use. The dominant applications are for plastics, especially polyvinyl chloride, the properties of other materials are also improved when blended with plasticizers including concrete, clays, and related products. According to 2014 data, the global market for plasticizers was 8.4 million metric tonnes including 1.3 million metric tonnes in Europe. Plasticizers for plastics are additives, most commonly phthalate esters in PVC applications, almost 90% of plasticizers are used in PVC, giving this material improved flexibility and durability. The majority is used in films and cables, for plastics such as PVC, the more plasticizer added, the lower their cold flex temperature will be. Plastic items containing plasticizers exhibit improved flexibility and durability, plasticizers can become available for exposure due to migration and abrasion of the plastic since they are not bound to the polymer matrix. The new car smell is often attributed to plasticizers or their degradation products, however, multiple studies on the makeup of the smell do not find phthalates in appreciable amounts, likely due to their extremely low volatility and vapor pressure. Plasticizers make it possible to achieve improved compound processing characteristics, while providing flexibility in the end-use product. Ester plasticizers are selected based upon cost-performance evaluation, the rubber compounder must evaluate ester plasticizers for compatibility, processibility, permanence and other performance properties. The wide variety of ester chemistries that are in production include sebacates, adipates, terephthalates, dibenzoates, gluterates, phthalates, azelates, low to high polarity esters provide utility in a wide range of elastomers including nitrile, polychloroprene, EPDM, chlorinated polyethylene, and epichlorohydrin. Plasticizer-elastomer interaction is governed by many such as solubility parameter, molecular weight. Compatibility and performance attributes are key factors in developing a formulation for a particular application. Plasticizers also function as softeners, extenders, and lubricants, antiplasticizers exhibit similar, but sometimes opposite, effects as plasticizers on polymer systems. The effect of plasticizers on modulus is dependent on temperature and plasticizer concentration. Below a certain concentration, referred to as the crossover concentration, the materials glass transition temperature will decrease however, at all concentrations. In addition to a crossover concentration a crossover temperature exists, below the crossover temperature the plasticizer will also increase the modulus. Antiplasticizers can be defined as any small molecule or oligomer additive which increases the modulus while decreasing the glass transition temperature, plasticizers used in PVC and other plastics are often based on esters of polycarboxylic acids with linear or branched aliphatic alcohols of moderate chain length

19.
Auguste Laurent
–
Auguste Laurent was a French chemist who helped in the founding of organic chemistry with his discoveries of anthracene, phthalic acid, and carbolic acid. He devised a systematic nomenclature for organic chemistry based on grouping of atoms within molecules to determine how the molecules combine in organic reactions. He studied under Jean-Baptiste Dumas as an assistant and worked with Charles Frédéric Gerhardt. Correspondance de Charles Gerhardt, tome 1, Laurent et Gerhardt, Paris, blondel-Megrelis, M. Auguste Laurent and alcaloids. Web. http, //scienceworld. wolfram. com/biography/Laurent. html Kekulé Riddle, cornelis Friedrich August Kekulé von Stradonitz

20.
Oxidation
–
Redox is a chemical reaction in which the oxidation states of atoms are changed. Any such reaction involves both a process and a complementary oxidation process, two key concepts involved with electron transfer processes. Redox reactions include all chemical reactions in which atoms have their oxidation state changed, in general, the chemical species from which the electron is stripped is said to have been oxidized, while the chemical species to which the electron is added is said to have been reduced. It can be explained in terms, Oxidation is the loss of electrons or an increase in oxidation state by a molecule, atom. Reduction is the gain of electrons or a decrease in state by a molecule, atom. As an example, during the combustion of wood, oxygen from the air is reduced, the reaction can occur relatively slowly, as in the case of rust, or more quickly, as in the case of fire. Redox is a portmanteau of reduction and oxidation, the word oxidation originally implied reaction with oxygen to form an oxide, since dioxygen was historically the first recognized oxidizing agent. Later, the term was expanded to encompass oxygen-like substances that accomplished parallel chemical reactions, ultimately, the meaning was generalized to include all processes involving loss of electrons. The word reduction originally referred to the loss in weight upon heating a metallic ore such as an oxide to extract the metal. In other words, ore was reduced to metal, antoine Lavoisier showed that this loss of weight was due to the loss of oxygen as a gas. Later, scientists realized that the atom gains electrons in this process. The meaning of reduction then became generalized to all processes involving gain of electrons. Even though reduction seems counter-intuitive when speaking of the gain of electrons, it help to think of reduction as the loss of oxygen. Since electrons are charged, it is also helpful to think of this as reduction in electrical charge. The electrochemist John Bockris has used the words electronation and deelectronation to describe reduction and oxidation processes respectively when they occur at electrodes and these words are analogous to protonation and deprotonation, but they have not been widely adopted by chemists. The term hydrogenation could be used instead of reduction, since hydrogen is the agent in a large number of reactions. But, unlike oxidation, which has been generalized beyond its root element, the word redox was first used in 1928. The processes of oxidation and reduction occur simultaneously and cannot happen independently of one another, the oxidation alone and the reduction alone are each called a half-reaction, because two half-reactions always occur together to form a whole reaction

21.
Xylene
–
Xylene, xylol or dimethylbenzene is any one of three isomers of dimethylbenzene, or a combination thereof. With the formula 2C6H4, each of the three compounds has a benzene ring with two methyl groups attached at substituents. They are all colorless, flammable liquids, some of which are of great industrial value, the mixture is referred to as both xylene and, more precisely, xylenes. Xylenes are an important petrochemical produced by reforming and also by coal carbonisation in the manufacture of coke fuel. They also occur in oil in concentrations of about 0. 5–1%. Small quantities occur in gasoline and aircraft fuels, xylenes are produced mainly as part of the BTX aromatics extracted from the product of catalytic reforming known as reformate. The xylene mixture is a greasy, colorless liquid commonly encountered as a solvent. Several million tons are produced annually, in 2011, a global consortium began construction of one of the world’s largest xylene plants in Singapore. Xylene was first isolated and named in 1850 by the French chemist Auguste Cahours, Xylene exists in three isomeric forms. The isomers can be distinguished by the designations ortho-, meta-, and para-, of the three isomers, the p-isomer is the most industrially sought after since it can be oxidized to terephthalic acid. Xylenes are produced by the methylation of toluene and benzene, commercial or laboratory grade xylene produced usually contains about 40-65% of m-xylene and up to 20% each of o-xylene, p-xylene and ethylbenzene. The ratio of isomers can be shifted to favor the highly valued p-xylene via the patented UOP-Isomar process or by transalkylation of xylene with itself or trimethylbenzene and these conversions are catalyzed by zeolites. The chemical and physical properties of xylene differ according to the respective isomers, the melting point ranges from −47.87 °C to 13.26 °C. The boiling point for each isomer is around 140 °C, the density of each isomer is around 0.87 g/mL and thus is less dense than water. Xylene in air can be smelled at concentrations as low as 0.08 to 3.7 ppm, xylenes form azeotropes with water and a variety of alcohols. With water the azeotrope consists of 60% xylenes and boils at 94.5 °C, as with many alkylbenzene compounds, xylenes form complexes with various halocarbons. The complexes of different isomers often have different properties from each other. P-Xylene is the precursor to terephthalic acid and dimethyl terephthalate

ChEMBL
–
ChEMBL or ChEMBLdb is a manually curated chemical database of bioactive molecules with drug-like properties. It is maintained by the European Bioinformatics Institute, of the European Molecular Biology Laboratory, based at the Wellcome Trust Genome Campus, Hinxton, the database, originally known as StARlite, was developed by a biotechnology company

1.
Centres and institutes

2.
ChEMBL

ChemSpider
–
ChemSpider is a database of chemicals. ChemSpider is owned by the Royal Society of Chemistry, the database contains information on more than 50 million molecules from over 500 data sources including, Each chemical is given a unique identifier, which forms part of a corresponding URL. This is an approach to develop an online chemistry database. The

1.
ChemSpider

International Chemical Identifier
–
Initially developed by IUPAC and NIST from 2000 to 2005, the format and algorithms are non-proprietary. The continuing development of the standard has supported since 2010 by the not-for-profit InChI Trust. The current version is 1.04 and was released in September 2011, prior to 1.04, the software was freely available under the open source LGPL lic

1.
L - ascorbic acid

Simplified molecular-input line-entry system
–
The simplified molecular-input line-entry system is a specification in form of a line notation for describing the structure of chemical species using short ASCII strings. SMILES strings can be imported by most molecule editors for conversion back into two-dimensional drawings or three-dimensional models of the molecules, the original SMILES specifi

1.
Generation of SMILES: Break cycles, then write as branches off a main backbone. (Ciprofloxacin)

Chemical formula
–
These are limited to a single typographic line of symbols, which may include subscripts and superscripts. A chemical formula is not a name, and it contains no words. Although a chemical formula may imply certain simple chemical structures, it is not the same as a full chemical structural formula. Chemical formulas can fully specify the structure of

1.
Al 2 (SO 4) 3

Odor
–
An odor or odour or fragrance is caused by one or more volatilized chemical compounds, generally at a very low concentration, that humans or other animals perceive by the sense of olfaction. Odors are also commonly called scents, which can refer to both pleasant and unpleasant odors, the terms fragrance and aroma are used primarily by the food and

1.
"Smell", from Allegory of the senses by Jan Brueghel the Elder, Museo del Prado

2.
Odor control covers at a sewage treatment plant: Under these covers, grit and gravel are settled out of the wastewater.

Density
–
The density, or more precisely, the volumetric mass density, of a substance is its mass per unit volume. The symbol most often used for density is ρ, although the Latin letter D can also be used. Mathematically, density is defined as mass divided by volume, ρ = m V, where ρ is the density, m is the mass, and V is the volume. In some cases, density

1.
Air density vs. temperature

Melting point
–
The melting point of a solid is the temperature at which it changes state from solid to liquid at atmospheric pressure. At the melting point the solid and liquid phase exist in equilibrium, the melting point of a substance depends on pressure and is usually specified at standard pressure. When considered as the temperature of the change from liquid

Boiling point
–
The boiling point of a substance is the temperature at which the vapor pressure of the liquid equals the pressure surrounding the liquid and the liquid changes into a vapor. The boiling point of a liquid varies depending upon the environmental pressure. A liquid in a vacuum has a lower boiling point than when that liquid is at atmospheric pressure.

1.
Boiling water

Aqueous solution
–
An aqueous solution is a solution in which the solvent is water. It is usually shown in chemical equations by appending to the relevant chemical formula, for example, a solution of table salt, or sodium chloride, in water would be represented as Na+ + Cl−. The word aqueous means pertaining to, related to, similar to, as water is an excellent solven

1.
The first solvation shell of a sodium ion dissolved in water.

Vapor pressure
–
Vapor pressure or equilibrium vapor pressure is defined as the pressure exerted by a vapor in thermodynamic equilibrium with its condensed phases at a given temperature in a closed system. The equilibrium vapor pressure is an indication of a liquids evaporation rate and it relates to the tendency of particles to escape from the liquid. A substance

1.
Graph of water vapor pressure versus temperature. At the normal boiling point of 100 °C, it equals the standard atmospheric pressure of 760 Torr or 101.325 kPa.

2.
The picture shows the particle transition, as a result of their vapor pressure, from the liquid phase to the gas phase and converse.

Flash point
–
The flash point is the lowest temperature at which vapours of a volatile material will ignite, when given an ignition source. The flash point may sometimes be confused with the autoignition temperature, the fire point is the lowest temperature at which the vapor will keep burning after being ignited and the ignition source removed. The fire point i

1.
Flaming cocktails with a flash point lower than room temperature.

2.
Automatic flash point tester according to Pensky-Martens closed cup method with an integrated fire extinguisher.

IDLH
–
Examples include smoke or other poisonous gases at sufficiently high concentrations. It is calculated using the LD50 or LC50, IDLH values are often used to guide the selection of breathing apparatus that are made available to workers or firefighters in specific situations. The NIOSH definition does not include oxygen deficiency although atmosphere-

1.
Pressure-demand supplied-air respirator equipped with a full facepiece in combination with an auxiliary pressure-demand self-contained breathing apparatus - for IDLH conditions in workplace.

2.
Pressure-demand self-contained breathing apparatus with a full facepiece - for IDLH conditions in workplace.

Phthalic acid
–
Phthalic acid is an aromatic dicarboxylic acid, with formula C6H42. It is an isomer of isophthalic acid and terephthalic acid, although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Phthalic acid is produced by the oxidation of naphthalene or or

1.
Phthalic acid crystals

2.
Phthalic acid

Phthalimide
–
Phthalimide is the organic compound with the formula C6H42NH. It is the derivative of phthalic anhydride. It is a white solid that is slightly soluble in water. It is used as a precursor to other compounds as a masked source of ammonia. Phthalimide can be prepared by heating phthalic anhydride with aqueous ammonia giving 95-97% yield, alternatively

Organic compound
–
An organic compound is virtually any chemical compound that contains carbon, although a consensus definition remains elusive and likely arbitrary. Organic compounds are rare terrestrially, but of importance because all known life is based on organic compounds. The most basic petrochemicals are considered the building blocks of organic chemistry, fo

1.
Methane is one of the simplest organic compounds

Anhydride
–
An organic acid anhydride is an acid anhydride that is an organic compound. An acid anhydride is a compound that has two acyl groups bonded to the oxygen atom. A common type of acid anhydride is a carboxylic anhydride, where the parent acid is a carboxylic acid. Symmetrical acid anhydrides of this type are named by replacing the word acid in the na

1.
Generic example of a carboxylic anhydride with the blue marked functional group.

Plasticizer
–
Plasticizers or dispersants are additives that increase the plasticity or viscosity of a material. Over the last 60 years more than 30,000 different substances have been evaluated for their plasticizing properties, of these, only a small number – approximately 50 - are today in commercial use. The dominant applications are for plastics, especially

1.
Migration of plasticizers out of their host plastics leads to loss of flexibility, embrittlement, and cracking. This decades-old plastic lamp cord crumbles when flexed, due to loss of the plasticizers.

2.
Bis(2-ethylhexyl) phthalate is a common plasticizer.

Auguste Laurent
–
Auguste Laurent was a French chemist who helped in the founding of organic chemistry with his discoveries of anthracene, phthalic acid, and carbolic acid. He devised a systematic nomenclature for organic chemistry based on grouping of atoms within molecules to determine how the molecules combine in organic reactions. He studied under Jean-Baptiste

1.
Auguste Laurent

Oxidation
–
Redox is a chemical reaction in which the oxidation states of atoms are changed. Any such reaction involves both a process and a complementary oxidation process, two key concepts involved with electron transfer processes. Redox reactions include all chemical reactions in which atoms have their oxidation state changed, in general, the chemical speci

1.
Rusting iron

2.
Sodium and fluorine bonding ionically to form sodium fluoride. Sodium loses its outer electron to give it a stable electron configuration, and this electron enters the fluorine atom exothermically. The oppositely charged ions are then attracted to each other. The sodium is oxidized, and the fluorine is reduced.

Xylene
–
Xylene, xylol or dimethylbenzene is any one of three isomers of dimethylbenzene, or a combination thereof. With the formula 2C6H4, each of the three compounds has a benzene ring with two methyl groups attached at substituents. They are all colorless, flammable liquids, some of which are of great industrial value, the mixture is referred to as both

2.
Methane, CH 4, in line-angle representation, showing four carbon-hydrogen single (σ) bonds in black, and the 3D shape of such tetrahedral molecules, with ~109° interior bond angles, in green. Methane is the simplest organic chemical and simplest hydrocarbon, and molecules can be built up conceptually from it by exchanging up to all 4 hydrogens with carbon or other atoms.

3.
This swimming board is made of polystyrene, an example of a polymer.